| thifensulfuron-methyl (Ref: DPX M6316) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for thifensulfuron-methyl
Description: A post-emergence herbicide for the control of grass and broad-leaved weeds
Example pests controlled: Pigweed; Wild mustard; Lady's thumb; Lambsquarters; Velvetleaf; Bindweed; Chickweed; Cleavers; Knotgrass; Pansy; Poppy; Thistle
Example applications: Spring & Winter cereals including wheat, barley, triticale, rye, oats; Maize; Soybeans; Tomatoes
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1985, first reported; 1988, first approvals
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved |
| Dossier rapporteur/co-rapporteur | United Kingdom/Austria |
| Date inclusion expires | 31/10/2031 |
| EU Candidate for substitution (CfS) | No |
| Listed in EU database | Yes |
Approved for use (
) or known to be used (
) in the following European countries: 
AT |
BE |
BG |
CY |
CZ |
DE |
DK |
EE |
EL |
ES |
FI |
FR |
HR |
HU |
IE |
IT |
LT |
LU |
LV |
MT |
NL |
PL |
PT |
RO |
SE |
SI |
SK |
UK |
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Also used in: Australia
Chemical structure:
| Isomerism | - |
| Chemical formula | C12H13N5O6S2 |
| Canonical SMILES | CC1=NC(=NC(=N1)OC)NC(=O)NS(=O)(=O)C2=C(SC=C2)C(=O)OC |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | AHTPATJNIAFOLR-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C12H13N5O6S2/c1-6-13-10(16-12(14-6)23-3)15-11(19)17-25(20,21)7-4-5-24-8(7)9(18)22-2/h4-5H,1-3H3,(H2,13,14,15,16,17,19) |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Herbicide | |
| Substance group | Sulfonylurea | |
| Minimum active substance purity | 979 g/kg | |
| Known relevant impurities | EU dossier - None declared | |
| Substance origin | Synthetic | |
| Mode of action | Selective, absorbed through folInhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS | |
| CAS RN | 79277-27-3 | |
| EC number | - | |
| CIPAC number | 452 | |
| US EPA chemical code | 128845 | |
| PubChem CID | 73674 | |
| Molecular mass (g mol-1) | 387.39 | |
| PIN (Preferred Identification Name) | methyl 3-{[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]sulfamoyl}thiophene-2-carboxylate | |
| IUPAC name | methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)thiophene-2-carboxylate | |
| CAS name | methyl 3-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)-2-thiophenecarboxylate | |
| Other status information | - | |
| Relevant Environmental Water Quality Standards | - | |
| Herbicide Resistance Classification (HRAC) | B | |
| Herbicide Resistance Classification (WSSA) | 2 | |
| Insecticide Resistance Classification (IRAC) | Not applicable | |
| Fungicide Resistance Classification (FRAC) | Not applicable | |
| Examples of recorded resistance | Amaranthus hybridus | |
| Physical state | Fine white powder | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | Buffer probably required in UK - see product label | |||
| Formulation and application details | Often supplied as water soluble granules that are mixed with water and used as a spray. | |||
ENVIRONMENTAL FATE
for thifensulfuron-methyl
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 54.1 | A5 | Moderate | |
| Solubility - In organic solvents at 20oC (mg l-1) | 1900 | A5 - Acetone | - | |
| 900 | A5 - Ethanol | - | ||
| 2600 | A5 - Ethyl acetate | - | ||
| 2600 | A5 - Methanol | - | ||
| Melting point (oC) | 171 | A5 | - | |
| Boiling point (oC) | Decomposes before boiling | A5 | - | |
| Degradation point (oC) | 162 | A5 | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | A5 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 2.24 X 10-02 | Calculated | - |
| Log P | -1.65 | A5 | Low | |
| Bulk density (g ml-1)/Specific gravity | 1.49 | A5 | - | |
| Dissociation constant (pKa) at 25oC | 4.0 | A5 | - | |
| Note: Weak acid | ||||
| Vapour pressure at 20oC (mPa) | 5.19 X 10-06 | A5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 3.25 X 10-08 | A5 | Non-volatile | |
GUS leaching potential index  |
0.44 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 1.84 X 10-03 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Low | |
| Maximum UV-vis absorption L mol-1 cm-1 | Neutral solution: 233nm =26124; [Acid solution: 224nm =18313, 250nm=13,520; [Basic solution: 234nm =26505 | A5 | - | |
| Surface tension (mN m-1) | 63.8 | A5 | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 1.39 | A5 | Non-persistent |
| DT50 (lab at 20oC) | 1.39 | A5 | Non-persistent | |
| DT50 (field) | 10 | A4 | Non-persistent | |
| DT90 (lab at 20oC) | 16 | A5 | - | |
| DT90 (field) | 38 | A4 | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | EU dossier 2014 lab studies DT50 range 0.85-3.1 days, DT90 range 5.7-8.6 days, field studies (pre 2014 data) DT50 range 3-20 days, DT90 range 10-66 days | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | 11.0 | R3 | - |
| Note | Field grown soybean, whole plant, n=1 | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 94 | A4 | Stable |
| Note | pH sensitive: DT50 14.6 days at pH 5, 10 days at pH 9, mean of light and dark | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 180 | A5 | Persistent |
| Note | pH sensitive: DT50 5 days at pH 5, 90 days at pH 9 | |||
| Water-sediment DT50 (days) | 22.8 | A5 | Fast | |
| Water phase only DT50 (days) | 22 | A5 | Slow | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | 0.74 | A5 | Mobile |
| Koc | 28.3 | |||
| Notes and range | EU dossier pre 2014 Kd range 0.08-1.38 mL/g; Koc range 13-55 mL/g, Soils =4 | |||
| Freundlich | Kf | 0.508 | A5 | Very mobile |
| Kfoc | 9.0 | |||
| 1/n | 0.932 | |||
| Notes and range | EU dossier 2015 Kf range 0.09-2.55 mL/g, Kfoc range 3.1-86 mL/g, 1/n range 0.821-1.01, soils=9 | |||
| pH sensitivity | Possible trend showing higher adsorption on more acidic soils | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| thiophene sulfonamide (Ref: IN-W8268) |
Soil | 0.296 | Major fraction, Relevant | |
| thifensulfuron (Ref: IN-L9225) |
Soil | 0.940 | Major fraction, Relevant | |
| O-desmethylthifensulfuron methyl (Ref: IN-L9226) |
Soil | 0.185 | Major fraction, Relevant | |
| 2-amino-4-methoxy-6-methyl-1,3,5-triazine (Ref: IN-A4098) |
Soil | 0.180 | Major fraction, Relevant | |
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| - Note: Soil DT50=73 days; Koc=524 mL/g |
2-acid-3-triuret | Soil; Water; Sediment | 0.170 | - |
| N-(4-hydroxy-6-methyl-1,3-5-triazine-2-yl)-urea (Ref: IN-31804) |
- | Plants | - | - |
| 2-acid-3-sulfonamide (Ref: IN-9223) Note: Soil DT50=178 days; Kfoc=4.07 mL/g |
- | Soil; Water; Sediment; Plants; Animals | 0.190 | - |
| 2-ester-3-sulfonamide (Ref: IN-A5546) Note: Soil DT50= 3days; Kfoc=49 mL/g |
- | Soil | 0.105 | - |
| 4-amino-6-methyl-1,3,5-triazin-2-ol (Ref: IN-B5528) |
- | Soil; Plants | - | - |
| methyl-2-(4-methoxy-6-methyl-1,3, 5-triazin-2-yl-amino)-3-thiophene-carboxylate (Ref: IN-D8856) |
- | Aquous photolysis | - | - |
| O-desmethyl thifensulfuron acid (Ref: IN-JZ789) Note: Soil DT50=60 days; Kfoc=31.1 mL/g |
- | Soil; Water; Sediment | 0.100 | - |
| 4-amino-6-methyoxy-1,3,5-triazine-2-methanol (Ref: IN-L9622) |
- | Poultry | - | - |
| 3-sulfo-2-thiophenecarboxylic acid (Ref: IN-N9134) |
- | Sediment (anaerobic); Plants | - | - |
| methyl 3-(((((acetylamino)carbonylamino)carbonyl-amino)carbonylamino)sulfonyl)-2-thiophenecarboxylate (Ref: IN-RDF00) |
2-ester-3-triuret | Aqueous hydrolysis | - | - |
| methyl-3-sulfo-2-thiophene carboxylic acid (Ref: IN-T700) |
- | Poultry | - | - |
| triazine urea (Ref: IN-V7160) Note: Soil DT50=19.4 days; Kfoc=114 mL/g |
- | a=Water; Soil; Sediment; Plants | a=0.25 | - |
ECOTOXICOLOGY
for thifensulfuron-methyl
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 0.8 | A5 | Low potential |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | A5 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | > 100 | A5 Rat | Moderate |
| (ppm diet) | > 2200 | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2510 | A5 Anas platyrhynchos | Low | |
| Birds - Short term dietary (LC50/LD50) | > 5620 mg kg feed-1 | A5 Anas platyrhynchos | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | > 56.4 | A5 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | > 250 | A5 Oncorhynchus mykiss | Low | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 60.7 | A5 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 100 | A5 Daphnia magna | Low | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) | - | - | - | |
| Aquatic plants - Acute 7 day EC50, biomass (mg l-1) | 0.0013 | A5 Lemna gibba | High | |
| Non-target plants | 0.606 | A5 Beta vulgaris Vegetative vigour, ER50 as g/ha |
- | |
| 0.613 | A5 Beta vulgaris Seedling emergence, ER50 as g/ha |
- | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | > 0.8 | A5 Pseudokirchneriella subcapitata, 72 hour ErC50 | Moderate | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | > 100 | A5 | Low |
| Oral acute 48 hour LD50 (μg bee-1) | > 7.1 | A5 | Moderate | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | > 2000 | A5 Eisenia foetida | Low | |
| Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) | - | - | - | |
| Other soil macro-organisms - e.g. Collembola | LR50 / EC50 / NOEC / % Effect | - | - | - |
| Other arthropod (1) | LR50 g ha-1 | 450 | >; Mortality, as g product ha-1 (50 SC: conc 500 g/L) A5 Aphidius rhopalosiphi |
- |
| % Effect | 11 | Mortality Dose: 0.082 kg ha-1 A5 Aphidius rhopalosiphi, adult |
- | |
| Other arthropod (2) | LR50 g ha-1 | 450 | >; Mortality, as g product ha-1 (50 SC: conc 500 g/L) A5 Typhlodromus pyri |
- |
| % Effect | 4.6 | Mortality Dose: 0.082 kg ha-1 A5 Typhlodromus pyri, protonymph |
- | |
| Soil micro-organisms | Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect |
A5 Dose: 0.4 kg ha-1 |
- | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for thifensulfuron-methyl
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | A5 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | A5 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 5.03 | A5 Rat, 4 hr | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.02 | A5 Rat, SF=100 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | None allocated | A5 | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.15 | A5 Rat, SF=100 | - | |
| Dermal penetration studies (%) | 0.6-6.4 | A5 concentration and formulation dependent | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | No unacceptable risks to bystanders identified | ||
| Occupational | No unacceptable risks to operators or other workers identified | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water Standards | - | - | - | |
| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Mutagen | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | May decrease bodyweight | |||||||
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
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| General |
IMDG Transport Code is usually 9 Not explosive or oxidising |
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| CLP classification 2013 | Environment: H400, H410 | |||
| EC Risk Classification |
N - Dangerous for the environment: R50, R53 | |||
| EC Safety Classification |
S60, S61 | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| US EPA Classification (formulation) | IV | - | Caution - Not acutely toxic | |
| UN Number | Usually 3077 | |||
| Waste disposal & packaging |
Packaging Group III (minor danger) | |||
TRANSLATIONS
for thifensulfuron-methyl
| Language | Name |
| English | thifensulfuron-methyl |
| French | thifensulfuron-methyle |
| German | Thifensulfuron |
| Danish | thifensulfuron-methyl |
| Italian | tifensulfuron-metile |
| Spanish | tifensulfuron-metil |
| Greek | thifensulfuron-methyl |
| Slovenian | tifensulfuron-metil |
| Polish | tifensulfuron metylu |
| Swedish | tifensulfuronmetyl |
| Hungarian | tifenszulfuron-metil |
| Dutch | thifensulfuron-methyl |
Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk